2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

Base Information

Chemical Name:2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide
CAS No.:1450618-37-7
Molecular Formula:C₃₀H₄₂ClNO₄Si
Molecular Weight:544.206
Hs Code.:

Synonyms:2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

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Chemical Property of 2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

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Technology Process of 2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

There total 3 articles about 2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 56-23-5
tetrachloromethane

: 1450618-25-3
(Z)-N,N-diethyl-6-O-t-butyldiphenylsilyl-2,3-dideoxy-4,5-O-isopropylidene-D-threo-hex-2-enamide

: 1450618-37-7
2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

Guidance literature:: With chromium dichloride; In tetrahydrofuran; for 16h; stereoselective reaction; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201300322

Reference yield:

: 104584-00-1
dimethyl (2-(diethylamino)-2-oxoethyl)phosphonate

: 1450618-37-7
2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: chromium dichloride / tetrahydrofuran / 16 h / Inert atmosphere; Reflux

With chromium dichloride; n-butyllithium; In tetrahydrofuran; hexane; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201300322

Reference yield:

: 2430-01-5
2-bromo-N,N-diethylacetamide

: 1450618-37-7
2-chloro-N,N-diethyl-3-(3-O-t-butyldiphenylsilyl-1,2-isopropilidene-D-threitol-1-yl)cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethyl acetate / 72 h / Reflux

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

3.1: chromium dichloride / tetrahydrofuran / 16 h / Inert atmosphere; Reflux

With chromium dichloride; n-butyllithium; In tetrahydrofuran; hexane; ethyl acetate; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201300322